Synthesis

C - Chemistry – Metallurgy – 07 – D

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Details

260/309.1, 260/2

C07D 275/06 (2006.01) C07D 279/02 (2006.01) C07D 417/10 (2006.01)

Patent

CA 1110239

Abstract of the Disclosure In one aspect, this invention relates to a method of synthesizing certain 3-(4'-OP-carbocyclic aryl)-3-(carbocyclic aryl)-2,3-dihydrobenz[d]isothiazole-1,1-dioxides (and -2,3- dihydronaphtho[1,8-de]-1,2-thiazine-1,1-dioxides) by reacting (a) a 3-(4'-OP-carbocyclic aryl)-benz[d]isothiazole-1,1- dioxide wherein P is a protecting group or a 3-(4'-OP- carbocyclic aryl)-naphtho[1,8-de]-1,2-thiazine-1,1-dioxide wherein P is a protecting group and (b) a carbocyclic aryl- lithium compound to give (c) the corresponding 3-(4'-OP- carbocyclic aryl)-3-(carbocyclic aryl)-2,3-dihydrobenz[d]- isothiazole-1,1-dioxide or the corresponding 3-(4'-OP- carbocyclic aryl)-3-(carbocyclic aryl)-2,3-dihydronaphtho- [1,8-de]-1,2-thiazine-1,1-dioxide. In another aspect, the present invention relates to the 3,3-disubstituted-2,?-dihydrobenz[d]isothiazole-1,1- dioxides and the 3,3-disubstituted-2,3-dihydronaphtho[1,8-de]- 1,2-thiazine-1,1-dioxides produced by the above-described method provided the 3,3 substituents are different, which compounds are useful in the synthesis of phenol and 1-naphthol sulfam(na)phthaleins employed, for example, as photographic optical filter agents and filter agent precursors.

311909

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